Chester Travel Guide

Tourist Guide

Chester which includes a house and a small town or village
Chester which includes a house and a small town or village
Chester showing a coastal town, boating and a bay or harbour
Chester which includes boating, a bay or harbour and general coastal views
Chester which includes a house

Stay in a beautiful coastal location that delights with its beaches, islands and waterways. Hike, bike and sail through the picturesque area.

Founded in 1759 during the French and Indian War, Chester is one of the oldest communities on the east coast of Nova Scotia. Escape to the scenic shores of this coastal village to relax on its beaches, to sail across its waterways and to explore the neighboring islands.

With cold winters and wet springs, Chester is more of a summer destination. Find a pretty beach in front of the village, just off Peninsular Road. Dip your feet in the cool water and watch as yachts and trawlers make their way to and from the harbour.

A great way to spend the day is to tour the beautiful islands and waterways of St. Margret’s Bay. Hop aboard the ferry and stop off at Tancook Island. The 50-minute voyage travels to the two parts of the island: Little Tancook and Big Tancook. During your trip you will pass by many of Mahone Bay’s islands and may see porpoises and seals.

Tancook Island has some interesting beaches, including the “fossil beach” near where the ferry docks on Big Island. Hunt for a precious souvenir of millennia-old life frozen in time. Look for crabs, starfish and other marine creatures in rock pools. Hike or bike across the island landscapes and go bird watching on Big Tancook, where more than 70 species of resident and migratory birds can be seen.

Return to Chester and enjoy an evening performance at the Chester Playhouse. The cultural venue presents live theatre and music throughout the year. Bring your day to an end at one of the many restaurants that overlook the bay.

Consider planning your trip to coincide with Chester Race Week. The annual sailing regatta takes place around the middle of August and features teams from across North America. In addition to the spectacle on the water, there is live music and a big party at the end of the week.

You can reach Chester by flying into the international airport at Halifax. From here, it’s about a 1-hour drive south to the scenic coastal spot.

The Annual Holiday Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.
Family Home In the Heart of the Village of Chester

Family Home In the Heart of the Village of Chester

Chester NS
Stay at this holiday home in Chester. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Tancook Island and Lordly House Museum are located ...
Family Home In the Heart of the Village of Chester
Best Western Plus Bridgewater Hotel & Convention Centre

Best Western Plus Bridgewater Hotel & Convention Centre

3.5 out of 5
527 Highway 10 Exit 12 Cookville NS
The price is AU$169 per night from 2 Mar to 3 Mar
AU$169
2 Mar - 3 Mar
includes taxes & fees
Stay at this business-friendly hotel in Cookville. Enjoy free breakfast, free parking and room service. Our guests praise the helpful staff and the clean rooms ...
9.2/10 Wonderful! (1,000 reviews)
Front desk staff were amazing and the restaurant was spectacular!

Reviewed on 23 Feb 2026

Best Western Plus Bridgewater Hotel & Convention Centre
Smugglers Cove Inn

Smugglers Cove Inn

4 out of 5
139 Montague Street Lunenburg NS
Stay at this hotel in Lunenburg. Enjoy free Wi-Fi, daily housekeeping and premium bedding. Our guests praise the helpful staff and the clean rooms in their reviews. ...
9/10 Wonderful! (774 reviews)
Great old building with so much charm. Did not expect an elevator which was very much appreciated. Operators where very friendly and knowledgeable. I will stay there again and recommend to friends and family

Reviewed on 14 Feb 2026

Smugglers Cove Inn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Family Home In the Heart of the Village of Chester

Family Home In the Heart of the Village of Chester

Chester NS
Stay at this holiday home in Chester. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Tancook Island and Lordly House Museum are located ...
Family Home In the Heart of the Village of Chester
Black Forest Cabins

Black Forest Cabins

3 out of 5
15 Longhill Rd Mahone Bay NS
Stay at this spa cabin in Mahone Bay. Enjoy free Wi-Fi, free parking and a full-service spa. Popular attractions Mahone Bay Swimming Pool and Have A Yarn are ...
10/10 Exceptional! (23 reviews)
Clean room. Spacious. Bit cold though. Good communication from hosts.

Reviewed on 4 Feb 2026

Black Forest Cabins
Mahone Bay NS - Town Center 2 Bedroom Apt. - Close to Oak Island

Mahone Bay NS - Town Center 2 Bedroom Apt. - Close to Oak Island

Mahone Bay NS
Stay at this apartment in Mahone Bay. Enjoy free Wi-Fi, a garden and patios. Popular attractions Have A Yarn and Northern Sun Gallery & Gifts are located ...
9.6/10 Exceptional! (38 reviews)
Friendly hosts and a well-stocked property in beautiful Mahone Bay.

Reviewed on 29 Oct 2025

Mahone Bay NS - Town Center 2 Bedroom Apt. - Close to Oak Island
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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